Asymmetric synthesis of either diastereomer of trifluoromethylated allylic amines by the selective reduction of trifluoromethyl alpha,beta-unsaturated N-tert-butanesulfinyl ketoimines.
Regio- and diastereoselective reduction of chiral trifluoromethyl alpha,beta-unsaturated N-tert-butanesulfinyl ketoimines 1 was achieved by choosing appropriate reducing agent and either diastereomer of the corresponding trifluoromethylated allylic amines was obtained with good yield and excellent diastereoselectivity (up to >99:1 dr).
Liu
Zhen-Jiang
ZJ
Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Road, Shanghai, 200032, China.
Liu
Jin-Tao
JT